134453-12-6Relevant articles and documents
Synthesis of Tetrahydrolipstatin
Chadha, N. K.,Batcho, A. D.,Tang, P. C.,Courtney, L. F.,Cook, C. M.,et al.
, p. 4714 - 4718 (1991)
An asymmetric synthesis of tetrahydrolipstati (4) is described.Application of our previously described in situ cyclopentadiene alkylation-asymmetric hydroboration protocol provided the key chiral alcohol 9.In the course of this work, the presence of a free hydroxyl group was found to exert a strong directing effect on the regioselectivity of a Baeyer-Villiger reaction (16 --> 17).Subsequent transformations of lactone 17 produced tetrahydrolipstatin.